title: Sustainable synthetic methods: domino construction of dihydropyridin-4-ones and beta-amino esters in aqueous ethanol.
abstract: Domino reactions were designed to allow the byproduct of an upstream reaction to be internally recycled to catalyze a downstream reaction in a one-pot tandem sequence. Nitroarene reduction by In(0) generates an amine and In (III) byproducts. Addition of aldehyde followed by Danishefsky's diene or silyl ketene acetal provides access to dihydropyridin-4-ones or beta-amino esters, respectively, in yields that are comparable or superior to the reported stepwise reactions.
authors.affiliation: Department of Chemistry, Seattle University, Seattle, Washington 98122, USA. alaimop@seattleu.edu
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Alaimo
authors.forename: Robert
authors.initials: R
authors.lastname: O'Brien
authors.forename: Adam W
authors.initials: AW
authors.lastname: Johnson
authors.forename: Sarah R
authors.initials: SR
authors.lastname: Slauson
authors.forename: Jeannette M
authors.initials: JM
authors.lastname: O'Brien
authors.forename: Elizabeth L
authors.initials: EL
authors.lastname: Tyson
authors.forename: Amanda-Lynn
authors.initials: AL
authors.lastname: Marshall
authors.forename: Colleen E
authors.initials: CE
authors.lastname: Ottinger
authors.forename: Jon G
authors.initials: JG
authors.lastname: Chacon
authors.forename: Lorien
authors.initials: L
authors.lastname: Wallace
authors.forename: Corey Y
authors.initials: CY
authors.lastname: Paulino
authors.forename: Sarah
authors.initials: S
authors.lastname: Connell
mesh_terms: D002384:Catalysis; D004095:Dihydropyridines / Q000138:chemical synthesis* / Q000737:chemistry; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D000431:Ethanol / Q000737:chemistry*; D055772:Green Chemistry Technology; D014867:Water / Q000737:chemistry*
chemical_list: D004095:Dihydropyridines; D004952:Esters; D014867:Water; D000431:Ethanol; C038806:1,4-dihydropyridine